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Apartment vacation rentals in Winter Garden

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Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Winter Garden apartment rentals

Kitchen
Wifi
Pool
Free parking on premises
Air conditioning

Weekly apartment rentals

Superhost
Apartment in Orlando
5 out of 5 average rating, 3 reviews

Condo near Epic & Universal, free parking+Netflix

Top guest favorite
A vibrant living space is showcased, featuring a black sectional sofa against a backdrop of colorful walls and playful decor. The dining area holds a white table set for four, while a fully equipped kitchen is visible in the background. Unique lighting adds to the lively atmosphere.
Apartment in Orlando
5 out of 5 average rating, 20 reviews

Fully Themed Wizard's Suite near Universal/Epic!

Guest favorite
An open living space is presented, featuring a spacious sofa with decorative pillows and a coffee table. A wall-mounted television is positioned above a low media console. The kitchen area includes bar seating and modern appliances, with light flooding in from a nearby window.
Apartment in Orlando
5 out of 5 average rating, 11 reviews

Brand New Lakeside Retreat Apartment

Superhost
A winding lazy river is surrounded by tropical palm trees, with lounge chairs positioned nearby. The pool area features a relaxed ambiance, complemented by a backdrop of a multi-story building, bright sunshine, and a clear blue sky enhancing the inviting atmosphere.
Apartment in Kissimmee
4.86 out of 5 average rating, 21 reviews

1BR w/ Lazy River in Kissimmee!

Guest favorite
A spacious living area is featured, with a light-colored sofa set against a large window that provides natural light. Two dark chairs and a stylish white coffee table are present. A simple rug covers the floor, and wall art is displayed above the couch.
Apartment in Kissimmee
5 out of 5 average rating, 27 reviews

Comfy Reunion Apto /Vista Golf • Piscina y Disney

Superhost
The bathroom features dual sinks set within a granite countertop, enhancing functionality. Soft lighting is provided by three fixtures above the mirrors, which are circular and frameless. A spacious shower area is partially visible, with a blue shower curtain providing a touch of color.
Apartment in Orlando
4.84 out of 5 average rating, 49 reviews

New Private Suite w/ Private Entrance near Disney.

Superhost
The cozy living room features a spacious sofa with contrasting cushions, a sleek glass coffee table, and two armchairs. Natural light filters through the window adorned with dark curtains. A decorative area rug and wall art contribute to the inviting atmosphere.
Apartment in Orlando
4.76 out of 5 average rating, 17 reviews

LUXE, Fully Equipped Modern Orlando Apt, Sleeps 4+

Guest favorite
A well-maintained outdoor area features a sparkling pool surrounded by lounge chairs. A bar with shaded seating stands nearby, framed by palm trees and manicured landscaping. The building in the background includes balconies, allowing for a relaxed atmosphere.
Apartment in Orlando
4.92 out of 5 average rating, 50 reviews

Premier Resort Condo Suite Near Universal & Disney

Private apartment rentals

Guest favorite
An open living room and kitchen area features comfortable seating on a dark sofa and a modern futon. A light fixture adds illumination to the space. A well-equipped kitchen is visible in the background, with wood cabinetry and a dining area near a window.
Apartment in Clermont
4.94 out of 5 average rating, 70 reviews

Relaxing 1-Bedroom Farm Retreat. Pets welcome!

Guest favorite
A spacious sleeping area features a large bed with gray bedding, complemented by a decorative mirror on the wall. A small lamp illuminates a side table, while a bookshelf adds to the room's functionality. Soft light filters through a window with wooden blinds.
Apartment in Lake Eola Heights
4.94 out of 5 average rating, 34 reviews

Modern downtown apartment

Top guest favorite
A spacious pool area is surrounded by lush tropical plants and palm trees. The clear blue water reflects the bright sky. Lounge chairs and umbrellas are positioned around the pool, creating inviting spots for relaxation. The vibrant pink flowers add color to the serene landscape.
Apartment in Kissimmee
4.98 out of 5 average rating, 46 reviews

Tuscana Gem 2 bed 2 bath condo nr Disney and Golf

Guest favorite
A bright living area showcases a plush pink sofa and a unique hanging chair. Large windows allow natural light to fill the space, while framed artworks and modern decor enhance the atmosphere. A doorway leads to a balcony surrounded by greenery.
Apartment in Orlando
5 out of 5 average rating, 27 reviews

• The Catherine • 1 mile to downtown | 2 King beds

Guest favorite
A light-filled living area features a dark sofa adorned with decorative pillows. A cream-colored armchair is draped with a soft throw. Two round tables, one with a remote and the other with dried flowers, are placed on a plush area rug, enhancing the welcoming ambiance.
Apartment in Kissimmee
4.91 out of 5 average rating, 32 reviews

Golden Retreat | 15 MIN from Kissimmee Main Street

Guest favorite
A cozy seating area features a brown loveseat adorned with a colorful throw pillow. Brightly colored artwork is displayed on the white, shiplap wall. A small potted plant sits beside the loveseat, and natural light streams through the nearby window, complemented by a simple lamp.
Apartment in Lake Eola Heights
4.91 out of 5 average rating, 46 reviews

Eola Serenity Suite: Remote Work Ready| King bed

Guest favorite
A living area features a wooden coffee table and a flat-screen TV mounted on the wall. Light drapes frame large glass doors that open to a balcony overlooking lush greenery. A decorative plant adds a touch of nature to the space.
Apartment in Davenport
4.95 out of 5 average rating, 63 reviews

Bahama Bay Resort-2BR/2BA Near Disney

Top guest favorite
A modern sleeping area features a spacious bed adorned with crisp linens and decorative pillows, including a 'family' cushion. A soft gray blanket is draped across the foot of the bed. A nightstand with woven storage complements the warm color palette.
Apartment in Orlando
4.95 out of 5 average rating, 65 reviews

“The Harmony Loft” Near Airport & Attraction’s

Apartment rentals with a hot tub

Top guest favorite
A canopy-covered terrace is accented by a comfortable seating area featuring plush blue cushions. Sun loungers are arranged alongside a dining table with umbrella, offering views of the surrounding landscape and sky.
Apartment in Orlando
4.92 out of 5 average rating, 83 reviews

Penthouse With EPIC Views

Guest favorite
A screened-in patio features comfortable seating arrangements with woven details and colorful accent pillows. A round dining table occupies the center, surrounded by chairs. Lush greenery and garden views create a serene environment just beyond the glass.
Apartment in Davenport
5 out of 5 average rating, 21 reviews

Resort condo for 6 near Disney

Top guest favorite
A spacious living room features a large sofa with blue accent pillows, a light area rug, and a flat-screen TV mounted on the wall. The open layout connects to the kitchen and dining area, with a ceiling fan providing comfort.
Apartment in Orlando
5 out of 5 average rating, 27 reviews

Blue Heron Lakeview Condo-2 miles from Disney

Guest favorite
A bright living area features a light-colored couch with decorative cushions, a patterned armchair, and a wooden coffee table. Natural light enters through large windows adorned with blinds. A ceiling fan hovers above, and a potted plant adds a touch of greenery.
Apartment in Kissimmee
4.9 out of 5 average rating, 143 reviews

Modern 3 Bedroom Apartment Near the Theme Parks

Top guest favorite
A well-lit bedroom features two queen beds, one with a plush quilt and the other with a textured cover. A bedside table holds a lamp, and coastal-themed artwork adorns the turquoise wall. Natural light filters in through a window with plantation shutters.
Apartment in Orlando
4.97 out of 5 average rating, 33 reviews

Condo in Orlando/Universal Studios

Superhost
An aerial view reveals a sprawling lagoon-style pool surrounded by lush green landscapes, highlighted by winding water features. A well-appointed bedroom presents a spacious bed framed by modern decor and natural light filtering through a window. The living area showcases an elegant dining setup alongside a stylish sofa, while a vibrant children's room features a bunk bed and playful accents.
Apartment in Kissimmee
4.84 out of 5 average rating, 201 reviews

2Bedrooms/2 Bathrooms Storey Lake Resort 3150-404

Guest favorite
A modern kitchen features crisp white cabinetry and sleek stainless-steel appliances. A spacious island is complemented by contemporary stools, with an organized countertop housing kitchen essentials. Gray tile backsplash adds a subtle texture, while natural light brightens the open layout.
Apartment in Kissimmee
4.94 out of 5 average rating, 150 reviews

BRAND NEW 2BR Apt, 5mi to Disney - Storey Lake 401

Guest favorite
A large swimming pool is surrounded by patterned paving stones and equipped with lounge chairs. Sunlight reflects off the water's surface, while a covered seating area is visible in the background, providing a shaded space for relaxation.
Apartment in Kissimmee
4.94 out of 5 average rating, 51 reviews

Lovely new rental, 1 to 4 guests, great location

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